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110 Sport Hill Road

Redding, Connecticut 06896

PENDING$1,695,000
Beds
5
Baths
5 | 1
SqFt
5,308
Acres
2.09
Year Built
1989
Matt Caiola

Matt Caiola

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Guest HousePool4-Car Garage3 Fireplaces

About This Home

A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room leads toward the heart of the home: a large eat-in gourmet kitchen open to an impressive family room with soaring ceilings, walls of windows, and abundant natural light overlooking the property. The traditional second floor offers a spacious primary suite with walk-in closets and serene backyard views, along with three additional bedrooms. The finished lower level adds tremendous versatility, featuring a large suite and lounge area ideal for guests, au pair, or in-law living, with direct access to the mudroom, garages and a separate exterior entrance. A second exterior entrance leads to a fully private studio or workshop. Outdoor living is a standout, with an expansive deck surrounding the pool and generous space for entertaining, relaxing and enjoying the private setting. The detached pool house/guest house adds incredible flexibility with a living area, kitchenette, bedroom and loft space. With exceptional square footage, privacy, lifestyle amenities and tremendous value compared with pricing being achieved in surrounding Fairfield County towns, this is a must see property.

Key Facts

City/Town
Redding
Neighborhood
Redding Ridge
Property / Style
Single Family · Colonial
Year Built
1989
Days on Market
69 days
Beds
5
Baths
5 full · 1 half
Living Area
5,308 sq ft
Lot Size
2.09 acres
Garage / Parking
4 garage
Property Taxes
$23,605 / Annually

Market Snapshot

The Redding Market

Single Family · trailing 12 months

Median Days on Market

54

24 active listings

Median $ / Sq Ft

$296

24 active listings

Sale-to-List Ratio

100.0%

96 sales

How this home compares

List Price

$1.70M

vs $1.26M median

34.5% above median

Price / Sq Ft

$319

vs $296 median

7.8% above median

Days on Market

69 days

vs 54 days median

15 days longer than median

Based on 24 active and 96 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of July 28, 2026.

Location

110 Sport Hill Road, Redding, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,174

per month

  • Principal & Interest$8,642
  • Property Taxes$1,967
  • Insurance$565
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Redding
Neighborhood
Redding Ridge
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1989
New Construction
No/Resale
Living Area
5,308 sq ft

Schools

Elementary
Redding
High
Joel Barlow

Interior

Heating
BaseboardHot WaterZoned
Heat Fuel
OilPropane
Cooling
Central AirWindow UnitZoned
Fireplaces
3
Laundry
Upper Level
Appliances
Gas RangeWall OvenMicrowaveRefrigeratorDishwasherWasherWine Chiller
Basement
FullHeatedSump PumpGarage AccessCooledPartially FinishedLiveable Space
In-Law Apartment
YesDetachedSeparate Entry
Interior Features
Auto Garage Door OpenerCable - Available
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
2.09 acres
Zoning
R-2
Garage / Parking
4 garage spacesAttached GarageDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
GuniteHeatedPool HouseSpaIn Ground Pool
Construction
Clapboard
Color
Blue
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
PorchBarnDeckGuttersLightingGuest House
Lot Description
Lightly Wooded

Listing & Financials

Property Taxes
$23,605 / Annually
Days on Market
69
MLS #
24165654
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Tara Hawley

(203) 331-5939

Coldwell Banker Realty

(203) 254-7100

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 5:25 AM UTC.